Direct Catalytic Asymmetric Enolexo Aldolizations
2003; Wiley; Volume: 42; Issue: 24 Linguagem: Inglês
10.1002/anie.200351266
ISSN1521-3773
AutoresChandrakala Pidathala, Linh Hoang, Nicola Vignola, Benjamin List,
Tópico(s)Asymmetric Hydrogenation and Catalysis
Resumo32 years after the first, and still the only, catalytic asymmetric intramolecular aldol reaction was published in this journal, the proline-catalyzed Hajos–Parrish–Eder–Sauer–Wiechert reaction is extended for the first time to catalytic asymmetric enolexo aldolizations. The process provides substituted cyclohexanes in excellent diastereo- and enantioselectivities. For example, heptanedial is converted into the corresponding cyclic anti-configured aldol in 99 % ee (see scheme).
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